3-CHLORO-4-METHOXYBENZALDEHYDE Chemical Properties

Melting point:

56-60 °C (lit.)

Boiling point:

128 °C(Press: 5 Torr)

Density 

1.244±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

color 

White to Almost white

Sensitive 

Air Sensitive

CAS DataBase Reference

4903-09-7(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29130000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-CHLORO-4-METHOXYBENZALDEHYDE Usage And Synthesis

Uses

3-Chloro-4-methoxybenzaldehyde is mainly used in organic synthesis, as a drug intermediate and chemical reagent, and is widely used in pharmaceuticals, materials science and other fields.

Synthesis

Potassium carbonate (K2CO3, 7.6 g, 55.238 mmol) was added to a stirred solution of 3-chloro-4-hydroxybenzaldehyde (2.9 g, 18.412 mmol) in N,N-dimethylformamide (DMF, 30 mL). Iodomethane (CH3I, 7.80 g, 55.238 mmol) was added slowly and dropwise at room temperature under inert atmosphere. After the dropwise addition, the reaction mixture was heated to 80 °C and stirred continuously for 1 hour. Upon completion of the reaction, the reaction was quenched with deionized water (20 mL) and subsequently extracted with ethyl acetate (EtOAc, 2 x 50 mL). The organic phases were combined, washed sequentially with deionized water and saturated saline, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography to afford 3-chloro-4-methoxybenzaldehyde (2.78 g, 93% yield) as a yellow solid.

References

[1] Patent: US2003/176481, 2003, A1
[2] Patent: WO2009/158393, 2009, A1. Location in patent: Page/Page column 113-114
[3] Patent: US6313146, 2001, B1
[4] Patent: US6582351, 2003, B1

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